Category: 75581-11-2

Complementary site-selectivity in arene functionalization enabled by overcoming the ortho constraint in palladium/norbornene catalysis was written by Wang, Jianchun;Li, Renhe;Dong, Zhe;Liu, Peng;Dong, Guangbin. And the article was included in Nature Chemistry in 2018.Name: 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:

Achieving site-selectivity in arene functionalization that is complementary to the site-selectivity from electrophilic aromatic substitution reactions has been a long-standing quest in organic synthesis. Palladium/norbornene cooperative catalysis potentially offers a unique approach to this problem, but its use has been hampered by the ortho constraint, which is the requirement of an ortho substituent for mono ortho functionalization of haloarenes. Here, we show that such a challenge could be addressed using a new class of bridgehead-modified norbornenes, thereby enabling a broadly useful strategy for arene functionalization with complementary site-selectivity. A range of ortho-unsubstituted aryl iodides, previously problematic substrates, can now be employed to provide mono ortho-functionalized products effectively. This method is applicable for late-stage functionalization of complex bioactive mols. at positions that are difficult to reach by conventional approaches. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Name: 4-Iodo-1-methoxy-2-methylbenzene).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Name: 4-Iodo-1-methoxy-2-methylbenzene

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The Synthesis of Benzofulvenes through Palladium-Catalyzed Sequential Three-Component Reactions was written by Zhou, Bo;Wu, Zhuo;Qi, Weixin;Sun, Xueliang;Zhang, Yanghui. And the article was included in Advanced Synthesis & Catalysis in 2018.Recommanded Product: 75581-11-2 This article mentions the following:

An approach for the synthesis of benzofulvenes was developed through palladium-catalyzed sequential three-component reactions. The reactions likely involved C,C-palladacycles as the key intermediates. The palladacycles were generated through cascade reactions of aryl halides and alkynes, and then reacted with CH₂Br₂ to form benzofulvenes as the final products. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Recommanded Product: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Recommanded Product: 75581-11-2

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Mild and regioselective iodination of electron-rich aromatics with N-iodosuccinimide and catalytic trifluoroacetic acid was written by Castanet, Anne-Sophie;Colobert, Francoise;Broutin, Pierre-Emmanuel. And the article was included in Tetrahedron Letters in 2002.SDS of cas: 75581-11-2 This article mentions the following:

A variety of aromatic compounds substituted with methoxy or Me groups were regioselectively iodinated with N-iodosuccinimide and catalytic HO₂CCF₃ with excellent yields under mild conditions and short reaction times. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2SDS of cas: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers feature bent C闂佺偨鍎茶ぐ濠囨煃閵夛箑鐤?linkages. In dimethyl ether, the bond angle is 111闁?and C闂佺偨鍎茶ぐ?distances are 141 pm. The barrier to rotation about the C闂佺偨鍎茶ぐ?bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.SDS of cas: 75581-11-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Metal-Free Photoinduced Transformation of Aryl Halides and Diketones into Aryl Ketones was written by Yao, Qiuli;Liu, Wenbo;Liu, Peng;Ren, Linjing;Fang, Xuehong;Li, Chao-Jun. And the article was included in European Journal of Organic Chemistry in 2019.SDS of cas: 75581-11-2 This article mentions the following:

The acylation of aryl halides to prepare aryl ketones without metal catalyst represents an important yet challenging topic towards more sustainable ketone synthesis. A simple and efficient metal-free protocol for the acylation of aryl halides with diketone under the irradiation of light utilizing N-methylpiperidine as base under an air atm. is described. This reaction can tolerate a wide range of functional groups and the corresponding ketones can be obtained in modest to good yields. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2SDS of cas: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.SDS of cas: 75581-11-2

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Ether – Wikipedia,
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Regioselective iodination of aromatic compounds with potassium iodide in the presence of benzyltriphenylphosphonium perchlorate was written by Albadi, Jalal;Abedini, Masoumeh;Iravani, Nasir. And the article was included in Chinese Chemical Letters in 2012.SDS of cas: 75581-11-2 This article mentions the following:

A simple and efficient method for the selective iodination of various aromatic compounds by using potassium iodide in the presence of benzyltriphenylphosphonium perchlorate, is reported. This method provides several advantages such as good selectivity between ortho and para positions of aromatic compounds and high yields of the products. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2SDS of cas: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).SDS of cas: 75581-11-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Divergent synthesis and biological evaluation of 2-(trifluoromethyl)pyridines as virulence-attenuating inverse agonists targeting PqsR was written by Schuetz, Christian;Hodzic, Amir;Hamed, Mostafa;Abdelsamie, Ahmed S.;Kany, Andreas M.;Bauer, Maximilian;Roehrig, Teresa;Schmelz, Stefan;Scrima, Andrea;Blankenfeldt, Wulf;Empting, Martin. And the article was included in European Journal of Medicinal Chemistry in 2021.Reference of 75581-11-2 This article mentions the following:

A short and divergent route towards new derivatives of 2-(trifluoromethyl)pyridines as potent inverse agonists of the bacterial target PqsR against Pseudomonas aeruginosa (PA) infections was described. This Gram-neg. pathogen causes severe nosocomial infections and common antibiotic treatment options were rendered ineffective due to resistance issues. Based on an earlier identified optimized hit, the derivatization and rigidification attempts employing two central building blocks were conducted. The western part of the mol. was built up via a 2-(trifluoromethyl)pyridine head group equipped with a terminal alkyne. The eastern section was then introduced through aryliode motifs exploiting Sonogashira as well as Suzuki-type chem. Subsequent modification provided quick access to an array of compounds, allowed for deep SAR insights, and enabled to optimize the hit scaffold into a lead structure of nanomolar potency combined with favorable in vitro ADME/T features. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Reference of 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Reference of 75581-11-2

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Direct and regioselective iodination and bromination of benzene, naphthalene and other activated aromatic compounds using iodine and bromine or their sodium salts in the presence of the Fe(NO₃)₃璺?.5N₂O₄/charcoal system was written by Firouzabadi, H.;Iranpoor, N.;Shiri, M.. And the article was included in Tetrahedron Letters in 2003.HPLC of Formula: 75581-11-2 This article mentions the following:

Direct and regioselective iodination and bromination of benzene, naphthalene and other activated aromatic compounds with I and Br or their Na salts proceed well in the presence of Fe(NO₃)₃璺?.5N₂O₄/charcoal in CH₂Cl₂ at room temperature In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2HPLC of Formula: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers feature bent C閳ユ彊閳ユ弲 linkages. In dimethyl ether, the bond angle is 111鎺?and C閳ユ彊 distances are 141 pm. The barrier to rotation about the C閳ユ彊 bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.HPLC of Formula: 75581-11-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Selective Reductive Cleavage of Inert Aryl C-O Bonds by an Iron Catalyst was written by Ren, Yunlai;Yan, Mengjie;Wang, Jianji;Zhang, Z. Conrad;Yao, Kaisheng. And the article was included in Angewandte Chemie, International Edition in 2013.Related Products of 75581-11-2 This article mentions the following:

An effective reductive cleavage of inert aryl C-O bonds with an inexpensive Fe catalyst has been developed. During this process, the reduction of the arene rings was not observed This catalytic system also enabled the selective cleavage of the 灏?O-4 linkage of lignin model compounds, thus offering an opportunity for the depolymerization of lignin. Thus, e.g., reductive cleavage of Ph₂O in presence of Fe(acac)₃, LiAlH₄ as reducing agent, and tBuONa at 140鎺?afforded PhOH (81%) and benzene (97%). In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Related Products of 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Related Products of 75581-11-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Sulfoxides as stereochemical controllers in intermolecular Heck reactions was written by Buezo, Nuria Diaz;De la Rosa, Juan Carlos;Priego, Julian;Alonso, Ines;Carretero, Juan Carlos. And the article was included in Chemistry – A European Journal in 2001.Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:

The study of a variety of substituted sulfoxides as chiral auxiliaries in intermol. Heck reactions of sulfinyldihydrofurans and sulfinylcyclopentenes with different iodoarenes is reported. In the presence of [Pd(OAc)₂]/Ag₂CO₃ and a bidentate phosphine ligand, synthetically useful yields and asym. inductions were obtained. By far the best diastereoselectivities were obtained by the use of the palladium-coordinating o-(N,N-dimethylamino)phenylsulfinyl group. By final removal of the chiral auxiliary, these sulfoxide-stereocontrolled asym. Heck processes were applied to the enantioselective synthesis of 1-aryl-substituted and 1,3-diaryl-substituted dihydrofurans and cyclopentenes. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Application In Synthesis of 4-Iodo-1-methoxy-2-methylbenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

FeCl₃/PPh₃-catalyzed Sonogashira coupling reaction of aryl iodides with terminal alkynes was written by Sawant, Dinesh N.;Tambade, Pawan J.;Wagh, Yogesh S.;Bhanage, Bhalchandra M.. And the article was included in Tetrahedron Letters in 2010.SDS of cas: 75581-11-2 This article mentions the following:

Conditions for a FeCl₃/PPh₃-catalyzed and palladium-, copper-, amine free-Sonogashira coupling reaction of aryl halides with terminal alkynes are reported. The protocol was applicable to a wide variety of substituted aryl iodides and alkynes with different steric and electronic properties and gave excellent yields of the desired coupling products. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2SDS of cas: 75581-11-2).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).SDS of cas: 75581-11-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem